Compound, haze-lowering agent, liquid crystal composition, polymer material, and film

Abstract

A compound represented by the following formula (1) has sufficient solubility, a wide usable concentration range, and excellent haze-lowering performance. In the formula, L 1 to L 6 represent a single bond, —O—, —CO—, —COO—, etc; Sp 1 to Sp 4 represent a single bond or alkylene of 1 to 10 carbon atoms; A 1 and A 2 represent trivalent or tetravalent aromatic hydrocarbon or heterocyclic; T represents the following formulae, etc; Hb represent perfluoroalkyl of 2 to 30 carbon atoms; m and n are 2 or 3; and o and p are an integer of 0 or more.

What is claimed is: 
     
       1. A compound represented by the following formula (I):
   (Hb-Sp 1 -L 1 -Sp 2 -L 2 ) m -A 1 -L 3 -T-L 4 -A 2 -(L 5 -Sp 3 -L 6 -Sp 4 -Hb) n   Formula (I)
 
 wherein L 1 , L 2 , L 5 , and L 6  each independently represent a single bond, —O—, —S—, —CO—, —COO—, —OCO—, —COS—, —SCO—, —NRCO—, or —CONR—, L 3  is —COO— or —CONR—, L 4  is —OCO—, and T is 
 
       
         
           
           
               
               
           
         
          R in the formula (I) each independently represent a hydrogen atom or an alkyl group of 1 to 6 carbon atoms, Sp 1 , Sp 2 , Sp 3 , and Sp 4  each independently represent a single bond or an alkylene group of 1 to 10 carbon atoms in which each of the hydrogen atoms of the alkylene group may be substituted with a fluorine atom, A 1  and A 2  represent a trivalent or tetravalent aromatic hydrocarbon group, wherein X represents an alkyl group of 1 to 8 carbon atoms, an alkoxy group, a halogen atom, a cyano group, or —COOR 0  in which R 0  represents a hydrogen atom, an alkyl or fluoroalkyl group in which each of the linking CH 2  may be substituted with O or S, or -Sp 5 -P in which Sp 5  represents a single bond or an alkylene group of 1 to 10 carbon atoms in which each of the hydrogen atoms of the alkylene group may be substituted with a fluorine atom, and P represents a polymerizable group, Ya, Yb, Yc, and Yd each independently represent a hydrogen atom or an alkyl group of 1 to 4 carbon atoms, 
       
       Hb's each independently represent a perfluoroalkyl or fluoroalkyl group of 2 to 30 carbon atoms, m and n are each independently 2 or 3, and the structures in a plurality of parentheses may be the same or different, o is an integer of 0 or more, and a plurality of X when o is 2 or more may be the same or different. 
     
     
       2. The compound according to  claim 1 , wherein, in the formula (I), L 3  is —COO—, L 4  is —OCO—, and A 1  and A 2  are each independently any one of the following: 
       
         
           
           
               
               
           
         
       
       and 
       L 2  and L 5  are —O—. 
     
     
       3. The compound according to  claim 1 , wherein Hb's in the formula (I) are independently a perfluoroalkyl group of 2 to 30 carbon atoms. 
     
     
       4. A haze-lowering agent that comprises a compound represented by the following formula (I):
   (Hb-Sp 1 -L 1 -Sp 2 -L 2 ) m -A 1 -L 3 -T-L 4 -A 2 -(L 5 -Sp 3 -L 6 -Sp 4 -Hb) n   Formula (I)
 
 wherein L 1 , L 2 , L 5 , and L 6  each independently represent a single bond, —O—, —S—, —CO—, —COO—, —OCO—, —COS—, —SCO—, —NRCO—, or —CONR—, L 3  is —COO— or —CONR—, L 4  is —OCO—, and T is 
 
       
         
           
           
               
               
           
         
          R in the formula (I) each independently represent a hydrogen atom or an alkyl group of 1 to 6 carbon atoms, Sp 1 , Sp 2 , Sp 3 , and Sp 4  each independently represent a single bond or an alkylene group of 1 to 10 carbon atoms in which each of the hydrogen atoms of the alkylene group may be substituted with a fluorine atom, A 1  and A 2  represent a trivalent or tetravalent aromatic hydrocarbon group, wherein X represents an alkyl group of 1 to 8 carbon atoms, an alkoxy group, a halogen atom, a cyano group, or —COOR 0  in which R 0  represents a hydrogen atom, an alkyl or fluoroalkyl group in which each of the linking CH 2  may be substituted with O or S, or -Sp 5 -P in which Sp 5  represents a single bond or an alkylene group of 1 to 10 carbon atoms in which each of the hydrogen atoms of the alkylene group may be substituted with a fluorine atom, and P represents a polymerizable group, Ya, Yb, Yc, and Yd each independently represent a hydrogen atom or an alkyl group of 1 to 4 carbon atoms, 
       
       Hb's each independently represent a perfluoroalkyl or fluoroalkyl group of 2 to 30 carbon atoms, m and n are each independently 2 or 3, and the structures in a plurality of parentheses may be the same or different, o is an integer of 0 or more, and a plurality of X when o is 2 or more may be the same or different. 
     
     
       5. A liquid crystal composition that comprises a polymerizable liquid crystal molecule, and a compound represented by the following formula (I):
   (Hb-Sp 1 -L 1 -Sp 2 -L 2 ) m -A 1 -L 3 -T-L 4 -A 2 -(L 5 -Sp 3 -L 6 -Sp 4 -Hb) n   Formula (I)
 
 
       wherein L 1 , L 2 , L 5 , and L 6  each independently represent a single bond, —O—, —S—, —CO—, —COO—, —OCO—, —COS—, —SCO—, —NRCO—, or —CONR—, L 3  is —COO— or —CONR—, L 4  is —OCO—, and T is 
       
         
           
           
               
               
           
         
       
       R in the formula (I) each independently represent a hydrogen atom or an alkyl group of 1 to 6 carbon atoms, Sp 1 , Sp 2 , Sp 3 , and Sp 4  each independently represent a single bond or an alkylene group of 1 to 10 carbon atoms in which each of the hydrogen atoms of the alkylene group may be substituted with a fluorine atom, A 1  and A 2  represent a trivalent or tetravalent aromatic hydrocarbon group, wherein X represents an alkyl group of 1 to 8 carbon atoms, an alkoxy group, a halogen atom, a cyano group, or —COOR 0  in which R 0  represents a hydrogen atom, an alkyl or fluoroalkyl group in which each of the linking CH 2  may be substituted with O or S, or -Sp 5 -P in which Sp 5  represents a single bond or an alkylene group of 1 to 10 carbon atoms in which each of the hydrogen atoms of the alkylene group may be substituted with a fluorine atom, and P represents a polymerizable group, Ya, Yb, Yc, and Yd each independently represent a hydrogen atom or an alkyl group of 1 to 4 carbon atoms, 
       Hb's each independently represent a perfluoroalkyl or fluoroalkyl group of 2 to 30 carbon atoms, m and n are each independently 2 or 3, and the structures in a plurality of parentheses may be the same or different, o is an integer of 0 or more, and a plurality of X when o is 2 or more may be the same or different. 
     
     
       6. The liquid crystal composition according to  claim 5 , wherein the polymerizable liquid crystal molecule is a rod-like liquid crystal molecule. 
     
     
       7. The liquid crystal composition according to  claim 5 , wherein said composition further contains at least one chiral compound. 
     
     
       8. A polymer material produced by polymerizing a liquid crystal composition, wherein the liquid crystal composition comprises a polymerizable liquid crystal molecule, and a compound represented by the following formula (I):
   (Hb-Sp 1 -L 1 -Sp 2 -L 2 ) m -A 1 -L 3 -T-L 4 -A 2 -(L 5 -Sp 3 -L 6 -Sp 4 -Hb) n   Formula (I)
 
 
       wherein L 1 , L 2 , L 5 , and L 6  each independently represent a single bond, —O—, —S—, —CO—, —COO—, —OCO—, —COS—, —SCO—, —NRCO—, or —CONR—, L 3  is —COO— or —CONR—, L 4  is —OCO—, and T is 
       
         
           
           
               
               
           
         
       
       R in the formula (I) each independently represent a hydrogen atom or an alkyl group of 1 to 6 carbon atoms, Sp 1 , Sp 2 , Sp 3 , and Sp 4  each independently represent a single bond or an alkylene group of 1 to 10 carbon atoms in which each of the hydrogen atoms of the alkylene group may be substituted with a fluorine atom, A 1  and A 2  represent a trivalent or tetravalent aromatic hydrocarbon group, wherein X represents an alkyl group of 1 to 8 carbon atoms, an alkoxy group, a halogen atom, a cyano group, or —COOR 0  in which R 0  represents a hydrogen atom, an alkyl or fluoroalkyl group in which each of the linking CH 2  may be substituted with O or S, or -Sp 5 -P in which Sp 5  represents a single bond or an alkylene group of 1 to 10 carbon atoms in which each of the hydrogen atoms of the alkylene group may be substituted with a fluorine atom, and P represents a polymerizable group, Ya, Yb, Yc, and Yd each independently represent a hydrogen atom or an alkyl group of 1 to 4 carbon atoms, 
       Hb's each independently represent a perfluoroalkyl or fluoroalkyl group of 2 to 30 carbon atoms, m and n are each independently 2 or 3, and the structures in a plurality of parentheses may be the same or different, o is an integer of 0 or more, and a plurality of X when o is 2 or more may be the same or different. 
     
     
       9. A film that contains at least one polymer material produced by polymerizing a liquid crystal composition, wherein the liquid crystal composition comprises a polymerizable liquid crystal molecule, and a compound represented by the following formula (I):
   (Hb-Sp 1 -L 1 -Sp 2 -L 2 ) m -A 1 -L 3 -T-L 4 -A 2 -(L 5 -Sp 3 -L 6 -Sp 4 -Hb) n   Formula (I)
 
 
       wherein L 1 , L 2 , L 5 , and L 6  each independently represent a single bond, —O—, —S—, —CO—, —COO—, —OCO—, —COS—, —SCO—, —NRCO—, or —CONR—, L 3  is —COO— or —CONR—, L 4  is —OCO—, and T is 
       
         
           
           
               
               
           
         
       
       R in the formula (I) each independently represent a hydrogen atom or an alkyl group of 1 to 6 carbon atoms, Sp 1 , Sp 2 , Sp 3 , and Sp 4  each independently represent a single bond or an alkylene group of to 10 carbon atoms in which each of the hydrogen atoms of the alkylene group may be substituted with a fluorine atom, A 1  and A 2  represent a trivalent or tetravalent aromatic hydrocarbon group, wherein X represents an alkyl group of 1 to 8 carbon atoms, an alkoxy group, a halogen atom, a cyano group, or —COOR 0  in which R 0  represents a hydrogen atom, an alkyl or fluoroalkyl group in which each of the linking CH 2  may be substituted with O or S, or -Sp 5 -P in which Sp 5  represents a single bond or an alkylene group of 1 to 10 carbon atoms in which each of the hydrogen atoms of the alkylene group may be substituted with a fluorine atom, and P represents a polymerizable group, Ya, Yb, Yc, and Yd each independently represent a hydrogen atom or an alkyl group of 1 to 4 carbon atoms, 
       Hb's each independently represent a perfluoroalkyl or fluoroalkyl group of 2 to 30 carbon atoms, m and n are each independently 2 or 3, and the structures in a plurality of parentheses may be the same or different, o is an integer of 0 or more, and a plurality of X when o is 2 or more may be the same or different. 
     
     
       10. A film with a fixed cholesteric liquid crystal phase of a liquid crystal composition, wherein the liquid crystal composition comprises a polymerizable liquid crystal molecule, and a compound represented by the following formula (I):
   (Hb-Sp 1 -L 1 -Sp 2 -L 2 ) m -A 1 -L 3 -T-L 4 -A 2 -(L 5 -Sp 3 -L 6 -Sp 4 -Hb) n   Formula (I)
 
 
       wherein L 1 , L 2 , L 5 , and L 6  each independently represent a single bond, —O—, —S—, —CO—, —COO—, —OCO—, —COS—, —SCO—, —NRCO—, or —CONR—, L 3  is —COO— or —CONR—, L 4  is —OCO—, and T is 
       
         
           
           
               
               
           
         
       
       R in the formula (I) each independently represent a hydrogen atom or an alkyl group of 1 to 6 carbon atoms, Sp 1 , Sp 2 , Sp 3 , and Sp 4  each independently represent a single bond or an alkylene group of 1 to 10 carbon atoms in which each of the hydrogen atoms of the alkylene group may be substituted with a fluorine atom, A 1  and A 2  represent a trivalent or tetravalent aromatic hydrocarbon group, wherein X represents an alkyl group of 1 to 8 carbon atoms, an alkoxy group, a halogen atom, a cyano group, or —COOR 0  in which R 0  represents a hydrogen atom, an alkyl or fluoroalkyl group in which each of the linking CH 2  may be substituted with O or S, or -Sp 5 -P in which Sp 5  represents a single bond or an alkylene group of 1 to 10 carbon atoms in which each of the hydrogen atoms of the alkylene group may be substituted with a fluorine atom, and P represents a polymerizable group, Ya, Yb, Yc, and Yd each independently represent a hydrogen atom or an alkyl group of 1 to 4 carbon atoms, 
       Hb's each independently represent a perfluoroalkyl or fluoroalkyl group of 2 to 30 carbon atoms, m and n are each independently 2 or 3, and the structures in a plurality of parentheses may be the same or different, o is an integer of 0 or more, and a plurality of X when o is 2 or more may be the same or different. 
     
     
       11. The film according to  claim 9  having optical anisotropy. 
     
     
       12. The film according to  claim 9  having a selective reflection property. 
     
     
       13. The film according to  claim 12  having a selective reflection property in an infrared wavelength region.